By surface
| Surface | Milos Raonic | Jared Donaldson |
|---|---|---|
| Hard | 1 | 1 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2017-03-20 | ATP | Miami Masters | Round of 32 | Hard | Jared Donaldson | W/O | ||||
| 2016-07-25 | ATP | Canada Masters | Round of 16 | Hard | Milos Raonic | 6-2 | 6-3 | |||